1-(4-Chlorophenoxy)acetone → HCID 68617744, compound

HRID 2233741Notes

Reaction equation

HRID 2233741 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11]N.[Cl:13][C:14]1[CH:24]=[CH:23][C:17]([O:18][CH2:19][C:20](=O)[CH3:21])=[CH:16][CH:15]=1>CC#N.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]2[C:3]=1[NH:11][C:20]([CH3:21])=[C:19]2[O:18][C:17]1[CH:16]=[CH:15][C:14]([Cl:13])=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 2398741-(4-Chlorophenoxy)acetoneHCID 53402499(2-Bromo-5-nitrophenyl)hydrazine

Product 1

HCID 68617744HCID 68617744, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of the compound from (i) (2.4 g) and 1-(4-Chloro-phenoxy)-propan-2-one (1.65 g) in MeCN (20 ml) and water (5 ml) was stirred for 16 h. The volatiles were removed in vacuo. AcOH (50 ml) was added and the reaction heated at 75° C. for 72 h. The volatiles were evaporated under reduced pressure and the residue was purified by chromatography on silica eluting with 5% ethylacetate/iso-hexane. Yield 0.34 g

Workup

  1. customThe volatiles were removed in vacuo
  2. additionAcOH (50 ml) was added
  3. customThe volatiles were evaporated under reduced pressure
  4. customthe residue was purified by chromatography on silica eluting with 5% ethylacetate/iso-hexane

Sources & evidence

ORD record
ord-bd892b9f6f3440b48b6590ad1fbadcc5
Source dataset
uspto-grants-2010_05
Patent number
US07709521B2

Reaction notes

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